Tetrahedron

An efficient chemo-enzymatic approach towards variably functionalized benzotropolones

G Baisch, B Wagner, R Öhrlein

Index: Baisch, Gabi; Wagner, Barbara; Oehrlein, Reinhold Tetrahedron, 2010 , vol. 66, # 21 p. 3742 - 3748

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Citation Number: 10

Abstract

An efficient three-step synthesis for benzotropolones via three catalytic steps is presented. Pyrogallol phenones are formed in the first step starting from pyrogallol, which is acylated by proton-catalysis. Catalytic hydrogenation of the phenones yields the corresponding alkylated pyrogallyl dervatives. In the final enzyme-catalyzed step the pyrogallol derivatives are annulated to form the benzotropolone cores. An alternative pathway via the ...